Cottage vacation rentals in Oyster Bay

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Top-rated cottage rentals in Oyster Bay

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Guest favorite

The exterior of the cottage is illuminated by warm lights, showcasing a welcoming entrance framed by lush greenery and flowering plants. The architecture features a peaked roof with large windows that allow for natural light. A paved path leads towards the front door.

Cottage in Norwalk

4.94 out of 5 average rating, 71 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

Nestled behind the main house, this cozy rustic cottage offers a unique blend of comfort and charm, overlooking the picturesque golf course. Just a short 10-minute walk from the beach, it provides breathtaking views of both the course and the Long Island Sound. Upstairs, two inviting bedrooms and a full bathroom await, while downstairs, a cozy living room beckons, perfect for unwinding after a day of adventure. Equipped with a well-appointed kitchenette featuring an island, microwave, hot plate

Top guest favorite

An open living area features a comfortable dark sofa adorned with decorative pillows. Behind it, high stools are situated at a breakfast bar connected to the kitchen. Natural light enters through window treatments, while wooden beams create a warm ambience overhead.

Cottage in Ocean Beach

4.96 out of 5 average rating, 68 reviews

Charming Beach Cottage in OCEAN BAY PARK

Charming cottage located in the town of Ocean Bay Park, just steps from the beach. Open floor plan living room with breakfast bar/kitchen. Bedroom on main floor, unique loft bedroom upstairs looking over living room. Bathroom with shower plus outdoor shower. Lovely deck with BBQ, outdoor seating. 5th house from the ocean—walk to the beach and if you need refreshments you will be back at the cottage in 90 seconds tops. Bikes & beach chairs included. We're a family neighborhood--no parties please!

Top guest favorite

The exterior of a newly renovated cottage is showcased, with a sloped roof and a light-colored façade. Neatly trimmed shrubs and grass create a welcoming entrance, complemented by a stone pathway leading to the front door. A few trees provide greenery against a bright blue sky.

Cottage in Westport

5 out of 5 average rating, 70 reviews

Wild Rose Cottage (Westport, CT)

Luxurious newly-renovated Cottage in prime location in Westport's historic district. Studio with queen-sized bed, kitchen (w/fridge, dishwasher, stove, oven, toaster, Keurig), full bathroom, A/C, fireplace, W&D, TV, WiFi (w/Amazon Fire Stick). Parking for one car. Back-up generator. Within stone's throw of Hudson Malone, Outpost Pizza, Merritt Country Store, Coffee An' Donut Shop and Grapevine liquor store. Just a short stroll on the sidewalk to downtown Main Street's shops and restaurants.

Guest favorite

A wooden dining table with several chairs is positioned on the sandy beach, overlooking the water. A vibrant sunset casts warm hues across the sky and reflects on the calm sea. Nearby rocks are visible along the shoreline.

Cottage in Lordship

4.95 out of 5 average rating, 40 reviews

Waterfront Beach Cottage in Connecticut

Our lovely cottage is as beautiful and peaceful as the photos. With gorgeous water views, it's a wonderful place to relax, walk on the beach, cook dinner and drink wine while watching the sun set. It's cozy and unforgettable, just 90 minutes from Grand Central on Metro North. First bedroom has a queen-size bed, and the second bedroom has a full-size bed. An extra-long twin in a quiet corner of the living area is both a daybed and extra accommodation. The bathroom has a shower and claw foot tub.

Guest favorite

A cozy studio space is presented, featuring a spacious bed with dark cushions, a small dining table and chairs, and a comfortable couch. Light walls are complemented by decorative artwork and accents. A kitchenette area is visible, along with shelving and a TV, creating a functional living space.

Cottage in Centerport

4.9 out of 5 average rating, 139 reviews

NYC/Long Island - cozy garden cottage!

Sweet garden cottage - enjoy beautiful fall colors or spring blossoms away from the City! Sunny, bright, quiet, nicely decorated, completely private. Quiet, green neighborhood, a short walk or drive from several Long Island Sound beaches*. Private entrance and parking, private bathroom with shower; kitchenette, fridge, microwave, A/C, heat. Minutes from the train station to New York City; 30 minutes drive to Robert Moses State Park/Fire Island Nat'l Seashore. *Some beaches charge a fee.

Guest favorite

A bright dining area features a long green table surrounded by tall wooden stools with patterned cushions. Large windows provide ample natural light and showcase the lush greenery outside. Decorative elements are displayed on nearby shelves, adding a charming touch to the space.

Cottage in Centerport

4.89 out of 5 average rating, 66 reviews

Waterfront beach house 1 hr from Brooklyn and NYC

Escape to a rare waterfront beach house, just an hour from Brooklyn and NYC! Immerse yourself in the stunning natural surroundings and enjoy breathtaking 180-degree water views from every room. With 4 bedrooms and 2.5 baths, our lovingly restored mid-century modern beach house offers an open flow and airy feel thats perfect for relaxing and reconnecting. Comfortable for 2-7 people. Not ideal for small children or guests with limited mobility as there are steep stairs inside and outside.

Top guest favorite

The exterior of the cottage features a simple entryway with a grey mat, alongside a blue chair positioned on a small patio. Bright greenery is present in a planter, and a flag is displayed on the side of the house.

Cottage in Rye

5 out of 5 average rating, 50 reviews

Rye Cottage - Walk to Beach & Playland

Our cozy cottage is walking distance to shops, beaches, boardwalk, waterfront restaurants, Tiki bar and bier garden, park, pool and historic Rye Playland amusement park. Enjoy easy access to everything from this perfectly located home base. It's a short drive to our quaint town with boutiques for shopping and a wide variety of restaurants to choose from or jump on Metronorth for a train ride to the city. Finish the day with a barbeque or relax by the fire table in our cozy outdoor space.

Guest favorite

A bright dining area is highlighted by large windows that allow natural light to fill the space. A rustic wooden table is adorned with a floral centerpiece consisting of small vases, each housing a single flower. The room features light-colored walls and attractive white chairs.

Cottage in Fairfield

4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

Charming Beach Cottage – Steps from Private Beach! Welcome to our newly renovated seaside retreat—a perfect getaway for families, couples, or anyone looking to relax by the shore. Nestled just steps from a private beach (right across the street!), our charming cottage offers the ideal balance of coastal tranquility and convenient access to town. Whether you enjoy walking, biking, swimming, fishing, kayaking, or simply napping in a shady hammock, this is the place for you.

Top guest favorite

A cozy living area features two dark leather sofas adorned with throw pillows. A light wooden coffee table sits atop a patterned area rug. Natural light enters through the windows, illuminating the room's original beams and inviting atmosphere.

Cottage in Setauket- East Setauket

5 out of 5 average rating, 92 reviews

Charming historic cottage in Setauket, NY

Step back in time in this beautifully restored 1770 historic home nestled in the charming town of Setauket, New York. This unique cottage is walking distance to stores and the gem of the community, the Frank Melville Park/Bates House. A five minute drive to Stony Brook University, Setauket Harbor, West Meadow Beach/Old Field Club, Stony Brook Village/Three Village Inn, with historic attractions like the Culper Spy Ring, Avalon Park, and Port Jefferson Village.

Top guest favorite

A spacious living area displays rustic log walls and a mix of wooden and upholstered furniture. A comfortable leather sofa is positioned near a stone wood stove, while a colorful armchair adds charm. Natural light fills the room through windows adorned with patterned curtains.

Cottage in Patchogue

4.94 out of 5 average rating, 248 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Superhost

The exterior of a private cottage is presented, showcasing a gray wood-paneled facade with a light-colored front door. Well-maintained landscaping includes shrubs and grass, leading to a concrete pathway. A wooden fence and trees provide a natural backdrop.

Cottage in Kings Park

4.81 out of 5 average rating, 181 reviews

Cozy Riverside Cottage

This is a private cottage on its own lot with its own driveway and yard located in a quiet residential neighborhood. Several grocery stores and restaurants for delivery/pick up in the area. 400 MBPS Internet connection for those who need a reliable internet connection for work/movie streaming! Please note guest maximum is 4. There are no additional guests or visitors allowed.

Guest favorite

A magnolia tree is in full bloom, featuring large, open pink and white flowers against a backdrop of greenery. The tree adds a vibrant touch to the garden area, with a stone pathway visible beside it, leading to more landscaped views.

Cottage in Stamford

4.97 out of 5 average rating, 203 reviews

Magnolia Cottage

Cozy cottage on a three acre wooded property in North Stamford. Main house shares the large circular driveway. A vast wall of windows facing a private garden invites one to relax in the knotty pine interior. Fully equipped. Perfect for a couple. We are available and friendly but tend to let guests have their private retreat unless they want information or help from us.